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Structure determination of ribosylated rifampicin and its derivative: new inactivated metabolites of rifampicin by mycobacterial strains.

Morisaki, N; Kobayashi, H; Iwasaki, S; Furihata, K; Dabbs, E R; Yazawa, K; Mikami, Y.

J Antibiot (Tokyo) ; 48(11): 1299-303, 1995 Nov.

Article in English | MEDLINE | ID: mdl-8557572

ABSTRACT

Rifampicin (I) was converted into two inactivated products RIP-Ma and RIP-Mb by Mycobacterium smegmatis DSM43756. MS, NMR and chromatographic analysis showed the compounds to be 3-formyl-23-[O-(alpha-D-ribofuranosyl)]rifamycin SV (6) and 23-[O-(alpha-D-ribofuranosyl)]rifampicin (7), respectively.

Subject(s)

Antibiotics, Antitubercular , Leprostatic Agents , Mycobacterium/metabolism , Ribose/metabolism , Rifampin/chemistry , Rifampin/metabolism , Antibiotics, Antitubercular/chemistry , Antibiotics, Antitubercular/metabolism , Biotransformation , Drug Resistance, Microbial , Leprostatic Agents/chemistry , Leprostatic Agents/metabolism , Magnetic Resonance Spectroscopy , Molecular Structure , Ribose/chemistry , Rifampin/analogs & derivatives

ABSTRACT

Subject(s)

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